# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Li-Min Zheng.' 'Deng-Ke Cao.' 'Shou-Zeng Hou.' 'Yi-Zhi Li.' 'Xun-Gao Liu.' _publ_contact_author_name 'Li-Min Zheng' _publ_contact_author_email LMZHENG@NETRA.NJU.EDU.CN _publ_section_title ; Metal phosphonates based on (4-carboxypiperidyl)-N-methylenephosphonate: in situ ligand cleavage and metamagnetism in a tetrahedrally coordinated CoII compound Co3(O3PCH2-NHC5H9-COO)2(O3PCH2-NC5H10)(H2O) ; # Attachment 'Co.cif' data_co _database_code_depnum_ccdc_archive 'CCDC 706604' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H38 Co3 N3 O14 P3' _chemical_formula_sum 'C20 H38 Co3 N3 O14 P3' _chemical_formula_weight 814.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 31.15(2) _cell_length_b 9.011(7) _cell_length_c 10.166(8) _cell_angle_alpha 90.00 _cell_angle_beta 91.15(3) _cell_angle_gamma 90.00 _cell_volume 2853(4) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1478 _cell_measurement_theta_min 2.993 _cell_measurement_theta_max 24.158 _exptl_crystal_description needlelike _exptl_crystal_colour violet _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.895 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1668 _exptl_absorpt_coefficient_mu 1.966 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.92 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14690 _diffrn_reflns_av_R_equivalents 0.0203 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5579 _reflns_number_gt 2902 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.06P)^2^+1.99P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5579 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1051 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1399 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.14437(17) -0.1457(5) -0.2459(5) 0.0334(12) Uani 1 1 d . A . H1A H 0.1585 -0.0558 -0.2156 0.040 Uiso 1 1 calc R . . H1B H 0.1491 -0.1550 -0.3396 0.040 Uiso 1 1 calc R . . C2 C 0.07542(17) -0.1656(6) -0.3501(5) 0.0380(12) Uani 1 1 d . . . H2B H 0.0845 -0.2618 -0.3820 0.046 Uiso 1 1 calc R . . H2C H 0.0829 -0.0904 -0.4140 0.046 Uiso 1 1 calc R . . C3 C 0.02637(16) -0.1645(6) -0.3243(5) 0.0397(13) Uani 1 1 d . . . H3A H 0.0110 -0.1926 -0.4044 0.048 Uiso 1 1 calc R . . H3B H 0.0200 -0.2377 -0.2574 0.048 Uiso 1 1 calc R . . C4 C 0.01062(16) -0.0134(6) -0.2796(5) 0.0376(13) Uani 1 1 d . . . H4 H 0.0159 0.0676 -0.3416 0.045 Uiso 1 1 calc R . . C5 C 0.03322(16) 0.0055(6) -0.1424(5) 0.0348(12) Uani 1 1 d . . . H5A H 0.0241 0.0945 -0.0970 0.042 Uiso 1 1 calc R . . H5B H 0.0297 -0.0805 -0.0863 0.042 Uiso 1 1 calc R . . C6 C 0.07771(16) 0.0184(6) -0.1944(5) 0.0389(13) Uani 1 1 d . . . H6A H 0.0772 0.0765 -0.2747 0.047 Uiso 1 1 calc R . . H6B H 0.0961 0.0687 -0.1304 0.047 Uiso 1 1 calc R . . C7 C -0.03483(16) -0.0292(5) -0.2405(5) 0.0342(13) Uani 1 1 d . . . C8 C 0.18677(17) 0.3586(6) 0.0695(6) 0.0403(14) Uani 1 1 d . A . H8A H 0.1786 0.4458 0.0189 0.048 Uiso 1 1 calc R . . H8B H 0.1759 0.3699 0.1576 0.048 Uiso 1 1 calc R . . C9 C 0.25029(16) 0.4653(6) 0.1743(5) 0.0379(13) Uani 1 1 d . . . H9A H 0.2412 0.5617 0.1419 0.045 Uiso 1 1 calc R . . H9B H 0.2367 0.4476 0.2578 0.045 Uiso 1 1 calc R . . C10 C 0.29775(16) 0.4629(6) 0.1927(5) 0.0354(12) Uani 1 1 d . . . H10A H 0.3066 0.3684 0.2299 0.042 Uiso 1 1 calc R . . H10B H 0.3065 0.5406 0.2537 0.042 Uiso 1 1 calc R . . C11 C 0.31950(16) 0.4864(6) 0.0619(5) 0.0338(12) Uani 1 1 d . . . H11A H 0.3096 0.5833 0.0300 0.041 Uiso 1 1 calc R . . C12 C 0.30178(17) 0.3716(6) -0.0385(5) 0.0343(12) Uani 1 1 d . . . H12A H 0.3105 0.2718 -0.0188 0.041 Uiso 1 1 d R . . H12B H 0.3137 0.3956 -0.1229 0.041 Uiso 1 1 d R . . C13 C 0.25520(18) 0.3880(6) -0.0536(5) 0.0384(13) Uani 1 1 d . . . H13B H 0.2442 0.3236 -0.1228 0.046 Uiso 1 1 calc R . . H13C H 0.2478 0.4898 -0.0753 0.046 Uiso 1 1 calc R . . C14 C 0.37067(15) 0.4934(5) 0.0604(5) 0.0292(11) Uani 1 1 d . . . C15 C 0.52223(18) 0.3424(6) 0.4071(6) 0.0442(14) Uani 1 1 d . . . H15A H 0.5128 0.4337 0.3651 0.053 Uiso 1 1 calc R . . H15B H 0.5121 0.3457 0.4967 0.053 Uiso 1 1 calc R . . C16 C 0.57690(18) 0.4542(6) 0.5250(6) 0.0395(13) Uani 1 1 d . . . H16A H 0.5690 0.4088 0.6075 0.047 Uiso 1 1 calc R . . H16B H 0.5592 0.5418 0.5117 0.047 Uiso 1 1 calc R . . C17 C 0.62427(18) 0.4992(7) 0.5317(6) 0.0474(14) Uani 1 1 d . . . H17A H 0.6420 0.4133 0.5513 0.057 Uiso 1 1 calc R . . H17B H 0.6290 0.5722 0.6006 0.057 Uiso 1 1 calc R . . C18 C 0.63612(16) 0.5648(6) 0.3978(5) 0.0399(13) Uani 1 1 d . . . H18A H 0.6651 0.6039 0.3994 0.048 Uiso 1 1 calc R . . H18B H 0.6163 0.6426 0.3709 0.048 Uiso 1 1 calc R . . C19 C 0.63202(17) 0.4270(6) 0.3067(6) 0.0442(15) Uani 1 1 d . . . H19A H 0.6462 0.4464 0.2244 0.053 Uiso 1 1 calc R . . H19B H 0.6458 0.3424 0.3485 0.053 Uiso 1 1 calc R . . C20 C 0.58458(16) 0.3924(6) 0.2796(5) 0.0365(12) Uani 1 1 d . . . H20A H 0.5693 0.4790 0.2466 0.044 Uiso 1 1 calc R . . H20B H 0.5812 0.3120 0.2169 0.044 Uiso 1 1 calc R . . Co1 Co 0.21760(2) -0.10194(8) 0.06854(8) 0.0377(2) Uani 1 1 d . . . Co2 Co -0.11555(2) -0.10284(8) -0.26447(8) 0.0370(2) Uani 1 1 d . . . Co3 Co 0.44866(2) 0.39868(8) 0.09748(8) 0.0366(2) Uani 1 1 d . . . N1 N 0.09506(15) -0.1331(5) -0.2213(5) 0.0418(12) Uani 1 1 d . . . H1 H 0.0866 -0.1995 -0.1596 0.050 Uiso 1 1 calc R . . N2 N 0.23704(14) 0.3453(5) 0.0761(5) 0.0411(11) Uani 1 1 d . . . H2A H 0.2454 0.2546 0.1026 0.049 Uiso 1 1 d R . . N3 N 0.56894(15) 0.3475(5) 0.4149(5) 0.0442(13) Uani 1 1 d . . . O1 O 0.18656(12) -0.2475(5) -0.0157(4) 0.0445(10) Uani 1 1 d . A . O2 O 0.20519(11) -0.3457(4) -0.2404(4) 0.0378(9) Uani 1 1 d . . . O3 O 0.13416(11) -0.4315(4) -0.1427(4) 0.0374(9) Uani 1 1 d . . . O4 O -0.05531(11) 0.0696(4) -0.1922(3) 0.0304(8) Uani 1 1 d . . . O5 O -0.05241(12) -0.1321(4) -0.2962(4) 0.0386(9) Uani 1 1 d . . . O6 O 0.19765(12) 0.0764(4) -0.0294(4) 0.0422(9) Uani 1 1 d . A . O7 O 0.14517(11) 0.2324(4) -0.1365(4) 0.0376(9) Uani 1 1 d . . . O8 O 0.12518(11) 0.1424(4) 0.0852(4) 0.0382(9) Uani 1 1 d . . . O9 O 0.38513(12) 0.3689(4) 0.1167(4) 0.0403(9) Uani 1 1 d . . . O10 O 0.39266(12) 0.5887(4) 0.0094(4) 0.0404(9) Uani 1 1 d . . . O11 O 0.48411(12) 0.2410(4) 0.1907(4) 0.0416(10) Uani 1 1 d . . . O12 O 0.45951(12) 0.1388(4) 0.4237(4) 0.0452(10) Uani 1 1 d . . . O13 O 0.53211(12) 0.0693(4) 0.3127(4) 0.0451(10) Uani 1 1 d . . . O1W O 0.2788(4) -0.1589(10) 0.0702(10) 0.028(2) Uani 0.50 1 d P A 1 H11B H 0.2910 -0.1024 0.1259 0.033 Uiso 0.50 1 d PR A 1 H11C H 0.2888 -0.1345 -0.0046 0.033 Uiso 0.50 1 d PR A 1 O2W O 0.2815(4) -0.1003(11) 0.0410(12) 0.040(3) Uani 0.50 1 d P A 2 H21D H 0.2853 -0.0680 -0.0367 0.048 Uiso 0.50 1 d PR A 2 H21E H 0.2972 -0.1772 0.0472 0.048 Uiso 0.50 1 d PR A 2 P1 P 0.16896(5) -0.31224(16) -0.15692(15) 0.0385(4) Uani 1 1 d . . . P2 P 0.16369(4) 0.19566(15) -0.00613(15) 0.0336(3) Uani 1 1 d . . . P3 P 0.49324(4) 0.18954(16) 0.32348(14) 0.0341(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.048(3) 0.029(3) 0.023(3) -0.014(2) -0.006(2) -0.002(2) C2 0.037(3) 0.041(3) 0.036(3) 0.009(2) -0.003(2) -0.003(2) C3 0.033(3) 0.048(3) 0.037(3) 0.009(3) -0.005(2) 0.017(2) C4 0.041(3) 0.047(3) 0.025(3) -0.009(2) 0.009(2) -0.007(2) C5 0.039(3) 0.028(3) 0.038(3) 0.009(2) 0.000(2) -0.010(2) C6 0.040(3) 0.039(3) 0.037(3) 0.012(2) 0.012(2) -0.001(2) C7 0.035(3) 0.023(3) 0.046(3) -0.008(2) 0.007(2) -0.003(2) C8 0.034(3) 0.043(3) 0.043(3) -0.013(3) 0.005(2) -0.013(2) C9 0.040(3) 0.045(3) 0.028(3) 0.014(2) 0.004(2) -0.023(3) C10 0.037(3) 0.039(3) 0.030(3) 0.014(2) 0.013(2) -0.003(2) C11 0.036(3) 0.031(3) 0.035(3) 0.010(2) 0.010(2) -0.012(2) C12 0.039(3) 0.034(3) 0.030(3) 0.000(2) 0.017(2) -0.013(2) C13 0.045(3) 0.041(3) 0.030(3) -0.002(2) 0.002(2) 0.010(2) C14 0.033(3) 0.016(2) 0.039(3) -0.013(2) 0.012(2) -0.007(2) C15 0.050(3) 0.027(3) 0.056(4) 0.009(3) -0.002(3) -0.002(3) C16 0.052(3) 0.024(3) 0.042(3) 0.002(2) 0.007(3) 0.003(2) C17 0.046(3) 0.048(3) 0.048(4) 0.014(3) -0.018(3) 0.001(3) C18 0.024(2) 0.056(4) 0.039(3) 0.002(3) -0.015(2) -0.003(2) C19 0.030(3) 0.036(3) 0.067(4) 0.004(3) 0.014(3) -0.009(2) C20 0.031(3) 0.036(3) 0.042(3) 0.009(2) -0.006(2) -0.007(2) Co1 0.0366(4) 0.0375(5) 0.0389(5) 0.0004(3) 0.0008(4) -0.0006(3) Co2 0.0369(4) 0.0331(4) 0.0410(5) -0.0041(3) -0.0010(4) 0.0006(3) Co3 0.0353(4) 0.0413(4) 0.0336(4) -0.0021(3) 0.0073(3) -0.0020(3) N1 0.046(3) 0.031(2) 0.049(3) -0.004(2) -0.011(2) -0.015(2) N2 0.034(2) 0.040(3) 0.050(3) 0.001(2) 0.018(2) -0.012(2) N3 0.041(3) 0.043(3) 0.049(3) -0.004(2) 0.022(2) -0.011(2) O1 0.036(2) 0.057(3) 0.040(2) 0.0125(19) -0.0177(17) -0.0136(18) O2 0.040(2) 0.032(2) 0.042(2) 0.0099(16) -0.0031(17) 0.0019(16) O3 0.036(2) 0.035(2) 0.041(2) -0.0041(16) -0.0012(17) 0.0006(16) O4 0.0379(19) 0.0301(18) 0.0229(18) 0.0000(14) -0.0063(15) 0.0152(15) O5 0.044(2) 0.032(2) 0.040(2) -0.0081(17) -0.0077(18) -0.0013(16) O6 0.045(2) 0.040(2) 0.041(2) -0.0075(17) -0.0064(18) 0.0060(18) O7 0.0366(19) 0.035(2) 0.042(2) 0.0042(17) -0.0011(17) -0.0006(16) O8 0.038(2) 0.035(2) 0.041(2) -0.0041(16) 0.0012(17) -0.0006(15) O9 0.038(2) 0.038(2) 0.045(2) -0.0107(17) 0.0050(18) -0.0071(16) O10 0.040(2) 0.035(2) 0.046(2) -0.0094(17) 0.0148(18) -0.0145(17) O11 0.054(2) 0.038(2) 0.033(2) 0.0008(16) 0.0115(18) 0.0141(18) O12 0.039(2) 0.056(3) 0.042(2) 0.0148(19) 0.0125(18) -0.0134(18) O13 0.048(2) 0.039(2) 0.049(3) -0.0079(18) 0.0000(19) 0.0101(18) O1W 0.028(4) 0.025(5) 0.030(5) -0.001(4) -0.001(4) -0.006(4) O2W 0.033(5) 0.038(7) 0.050(7) 0.010(5) -0.004(4) -0.022(5) P1 0.0381(8) 0.0373(8) 0.0401(9) 0.0105(7) -0.0033(7) -0.0003(6) P2 0.0273(6) 0.0337(8) 0.0399(8) -0.0042(6) 0.0014(6) -0.0010(6) P3 0.0345(7) 0.0335(8) 0.0347(8) 0.0067(6) 0.0063(6) -0.0062(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.565(7) . ? C1 P1 1.906(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N1 1.464(7) . ? C2 C3 1.556(7) . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? C3 C4 1.520(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C7 1.485(7) . ? C4 C5 1.559(7) . ? C4 H4 0.9800 . ? C5 C6 1.498(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N1 1.496(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.206(6) . ? C7 O5 1.212(6) . ? C8 N2 1.571(7) . ? C8 P2 1.801(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.487(7) . ? C9 N2 1.522(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.519(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.547(7) . ? C11 C14 1.596(7) . ? C11 H11A 0.9800 . ? C12 C13 1.464(7) . ? C12 H12A 0.9589 . ? C12 H12B 0.9667 . ? C13 N2 1.496(7) . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 O10 1.221(6) . ? C14 O9 1.333(6) . ? C15 N3 1.456(7) . ? C15 P3 1.845(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 N3 1.492(7) . ? C16 C17 1.530(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.536(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.553(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.530(7) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N3 1.523(7) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? Co1 O1 1.832(4) . ? Co1 O1W 1.975(11) . ? Co1 O6 1.984(4) . ? Co1 O2W 2.015(13) . ? Co1 O2 2.043(4) 4_556 ? Co2 O8 1.887(4) 3 ? Co2 O3 1.895(4) 2_554 ? Co2 O7 2.008(4) 2_544 ? Co2 O5 2.017(4) . ? Co3 O12 1.837(4) 4_565 ? Co3 O13 1.880(4) 2_655 ? Co3 O9 2.011(4) . ? Co3 O11 2.023(4) . ? N1 H1 0.9100 . ? N2 H2A 0.8986 . ? O1 P1 1.634(4) . ? O2 P1 1.457(4) . ? O2 Co1 2.043(4) 4 ? O3 P1 1.535(4) . ? O3 Co2 1.895(4) 2_544 ? O6 P2 1.530(4) . ? O7 P2 1.472(4) . ? O7 Co2 2.008(4) 2_554 ? O8 P2 1.605(4) . ? O8 Co2 1.887(4) 3 ? O11 P3 1.450(4) . ? O12 P3 1.547(4) . ? O12 Co3 1.837(4) 4_566 ? O13 P3 1.630(4) . ? O13 Co3 1.880(4) 2_645 ? O1W H11B 0.8449 . ? O1W H11C 0.8556 . ? O2W H21D 0.8523 . ? O2W H21E 0.8494 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 P1 111.5(3) . . ? N1 C1 H1A 109.3 . . ? P1 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? P1 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N1 C2 C3 104.0(4) . . ? N1 C2 H2B 110.9 . . ? C3 C2 H2B 110.9 . . ? N1 C2 H2C 110.9 . . ? C3 C2 H2C 110.9 . . ? H2B C2 H2C 109.0 . . ? C4 C3 C2 112.3(5) . . ? C4 C3 H3A 109.1 . . ? C2 C3 H3A 109.1 . . ? C4 C3 H3B 109.1 . . ? C2 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? C7 C4 C3 108.0(4) . . ? C7 C4 C5 100.8(4) . . ? C3 C4 C5 102.9(4) . . ? C7 C4 H4 114.6 . . ? C3 C4 H4 114.6 . . ? C5 C4 H4 114.6 . . ? C6 C5 C4 95.6(4) . . ? C6 C5 H5A 112.6 . . ? C4 C5 H5A 112.6 . . ? C6 C5 H5B 112.6 . . ? C4 C5 H5B 112.6 . . ? H5A C5 H5B 110.1 . . ? N1 C6 C5 109.5(4) . . ? N1 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N1 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? O4 C7 O5 121.2(5) . . ? O4 C7 C4 123.6(5) . . ? O5 C7 C4 111.9(4) . . ? N2 C8 P2 110.2(3) . . ? N2 C8 H8A 109.6 . . ? P2 C8 H8A 109.6 . . ? N2 C8 H8B 109.6 . . ? P2 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 C9 N2 109.2(5) . . ? C10 C9 H9A 109.8 . . ? N2 C9 H9A 109.8 . . ? C10 C9 H9B 109.8 . . ? N2 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? C9 C10 C11 110.4(4) . . ? C9 C10 H10A 109.6 . . ? C11 C10 H10A 109.6 . . ? C9 C10 H10B 109.6 . . ? C11 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? C10 C11 C12 109.0(4) . . ? C10 C11 C14 118.5(4) . . ? C12 C11 C14 111.3(4) . . ? C10 C11 H11A 105.7 . . ? C12 C11 H11A 105.7 . . ? C14 C11 H11A 105.7 . . ? C13 C12 C11 110.0(4) . . ? C13 C12 H12A 113.0 . . ? C11 C12 H12A 113.2 . . ? C13 C12 H12B 106.3 . . ? C11 C12 H12B 107.4 . . ? H12A C12 H12B 106.5 . . ? C12 C13 N2 105.8(4) . . ? C12 C13 H13B 110.6 . . ? N2 C13 H13B 110.6 . . ? C12 C13 H13C 110.6 . . ? N2 C13 H13C 110.6 . . ? H13B C13 H13C 108.7 . . ? O10 C14 O9 125.9(5) . . ? O10 C14 C11 126.9(5) . . ? O9 C14 C11 106.9(4) . . ? N3 C15 P3 121.9(4) . . ? N3 C15 H15A 106.9 . . ? P3 C15 H15A 106.9 . . ? N3 C15 H15B 106.9 . . ? P3 C15 H15B 106.9 . . ? H15A C15 H15B 106.7 . . ? N3 C16 C17 110.5(5) . . ? N3 C16 H16A 109.6 . . ? C17 C16 H16A 109.6 . . ? N3 C16 H16B 109.6 . . ? C17 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C16 C17 C18 108.1(4) . . ? C16 C17 H17A 110.1 . . ? C18 C17 H17A 110.1 . . ? C16 C17 H17B 110.1 . . ? C18 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? C17 C18 C19 101.7(5) . . ? C17 C18 H18A 111.4 . . ? C19 C18 H18A 111.4 . . ? C17 C18 H18B 111.4 . . ? C19 C18 H18B 111.4 . . ? H18A C18 H18B 109.3 . . ? C20 C19 C18 109.7(4) . . ? C20 C19 H19A 109.7 . . ? C18 C19 H19A 109.7 . . ? C20 C19 H19B 109.7 . . ? C18 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? N3 C20 C19 102.5(4) . . ? N3 C20 H20A 111.3 . . ? C19 C20 H20A 111.3 . . ? N3 C20 H20B 111.3 . . ? C19 C20 H20B 111.3 . . ? H20A C20 H20B 109.2 . . ? O1 Co1 O1W 108.6(3) . . ? O1 Co1 O6 100.84(18) . . ? O1W Co1 O6 120.5(3) . . ? O1 Co1 O2W 117.0(4) . . ? O1W Co1 O2W 17.6(3) . . ? O6 Co1 O2W 103.0(3) . . ? O1 Co1 O2 99.84(16) . 4_556 ? O1W Co1 O2 97.7(3) . 4_556 ? O6 Co1 O2 126.94(15) . 4_556 ? O2W Co1 O2 109.9(3) . 4_556 ? O8 Co2 O3 125.59(16) 3 2_554 ? O8 Co2 O7 105.32(16) 3 2_544 ? O3 Co2 O7 102.72(17) 2_554 2_544 ? O8 Co2 O5 107.71(16) 3 . ? O3 Co2 O5 108.46(16) 2_554 . ? O7 Co2 O5 105.23(15) 2_544 . ? O12 Co3 O13 123.67(18) 4_565 2_655 ? O12 Co3 O9 105.63(17) 4_565 . ? O13 Co3 O9 111.50(16) 2_655 . ? O12 Co3 O11 102.25(16) 4_565 . ? O13 Co3 O11 100.44(18) 2_655 . ? O9 Co3 O11 112.96(16) . . ? C2 N1 C6 101.6(4) . . ? C2 N1 C1 103.7(4) . . ? C6 N1 C1 117.0(4) . . ? C2 N1 H1 111.3 . . ? C6 N1 H1 111.3 . . ? C1 N1 H1 111.3 . . ? C13 N2 C9 107.0(4) . . ? C13 N2 C8 109.7(5) . . ? C9 N2 C8 103.4(4) . . ? C13 N2 H2A 112.7 . . ? C9 N2 H2A 112.1 . . ? C8 N2 H2A 111.5 . . ? C15 N3 C16 102.3(4) . . ? C15 N3 C20 107.2(5) . . ? C16 N3 C20 117.0(4) . . ? P1 O1 Co1 146.2(2) . . ? P1 O2 Co1 139.9(2) . 4 ? P1 O3 Co2 137.2(2) . 2_544 ? C7 O5 Co2 105.0(3) . . ? P2 O6 Co1 134.6(3) . . ? P2 O7 Co2 141.7(2) . 2_554 ? P2 O8 Co2 138.6(2) . 3 ? C14 O9 Co3 99.8(3) . . ? P3 O11 Co3 139.1(2) . . ? P3 O12 Co3 145.9(3) . 4_566 ? P3 O13 Co3 137.8(3) . 2_645 ? Co1 O1W H11B 105.6 . . ? Co1 O1W H11C 107.1 . . ? H11B O1W H11C 106.0 . . ? Co1 O1W H21D 89.7 . . ? H11B O1W H21D 95.8 . . ? Co1 O1W H21E 158.2 . . ? H11B O1W H21E 90.6 . . ? H11C O1W H21E 53.3 . . ? H21D O1W H21E 73.8 . . ? Co1 O2W H11B 99.9 . . ? Co1 O2W H11C 119.4 . . ? H11B O2W H11C 126.7 . . ? Co1 O2W H21D 106.6 . . ? H11B O2W H21D 147.2 . . ? H11C O2W H21D 53.3 . . ? Co1 O2W H21E 123.5 . . ? H11B O2W H21E 74.7 . . ? H11C O2W H21E 54.3 . . ? H21D O2W H21E 104.9 . . ? O2 P1 O3 117.8(2) . . ? O2 P1 O1 109.6(2) . . ? O3 P1 O1 113.1(2) . . ? O2 P1 C1 101.2(2) . . ? O3 P1 C1 108.5(2) . . ? O1 P1 C1 105.1(2) . . ? O7 P2 O6 106.2(2) . . ? O7 P2 O8 107.7(2) . . ? O6 P2 O8 114.0(2) . . ? O7 P2 C8 110.3(3) . . ? O6 P2 C8 111.6(2) . . ? O8 P2 C8 107.1(2) . . ? O11 P3 O12 125.8(2) . . ? O11 P3 O13 106.4(2) . . ? O12 P3 O13 111.3(2) . . ? O11 P3 C15 106.0(3) . . ? O12 P3 C15 104.5(3) . . ? O13 P3 C15 99.8(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 C4 63.0(5) . . . . ? C2 C3 C4 C7 -172.4(5) . . . . ? C2 C3 C4 C5 -66.4(5) . . . . ? C7 C4 C5 C6 179.4(4) . . . . ? C3 C4 C5 C6 68.0(5) . . . . ? C4 C5 C6 N1 -81.5(5) . . . . ? C3 C4 C7 O4 174.8(5) . . . . ? C5 C4 C7 O4 67.3(7) . . . . ? C3 C4 C7 O5 -25.7(7) . . . . ? C5 C4 C7 O5 -133.2(5) . . . . ? N2 C9 C10 C11 58.0(5) . . . . ? C9 C10 C11 C12 -53.5(6) . . . . ? C9 C10 C11 C14 177.9(4) . . . . ? C10 C11 C12 C13 58.5(6) . . . . ? C14 C11 C12 C13 -168.9(4) . . . . ? C11 C12 C13 N2 -66.1(5) . . . . ? C10 C11 C14 O10 -129.5(5) . . . . ? C12 C11 C14 O10 103.0(6) . . . . ? C10 C11 C14 O9 55.3(6) . . . . ? C12 C11 C14 O9 -72.2(5) . . . . ? N3 C16 C17 C18 56.9(6) . . . . ? C16 C17 C18 C19 -66.6(5) . . . . ? C17 C18 C19 C20 75.2(5) . . . . ? C18 C19 C20 N3 -65.9(5) . . . . ? C3 C2 N1 C6 -62.1(5) . . . . ? C3 C2 N1 C1 176.1(4) . . . . ? C5 C6 N1 C2 81.3(5) . . . . ? C5 C6 N1 C1 -166.7(4) . . . . ? P1 C1 N1 C2 -111.9(4) . . . . ? P1 C1 N1 C6 137.2(4) . . . . ? C12 C13 N2 C9 68.8(5) . . . . ? C12 C13 N2 C8 -179.7(4) . . . . ? C10 C9 N2 C13 -65.5(5) . . . . ? C10 C9 N2 C8 178.7(4) . . . . ? P2 C8 N2 C13 81.6(5) . . . . ? P2 C8 N2 C9 -164.5(4) . . . . ? P3 C15 N3 C16 -161.5(4) . . . . ? P3 C15 N3 C20 74.9(5) . . . . ? C17 C16 N3 C15 -168.8(4) . . . . ? C17 C16 N3 C20 -52.0(6) . . . . ? C19 C20 N3 C15 168.1(4) . . . . ? C19 C20 N3 C16 54.1(6) . . . . ? O1W Co1 O1 P1 -85.3(5) . . . . ? O6 Co1 O1 P1 42.3(5) . . . . ? O2W Co1 O1 P1 -68.5(6) . . . . ? O2 Co1 O1 P1 173.1(4) 4_556 . . . ? O4 C7 O5 Co2 -6.5(7) . . . . ? C4 C7 O5 Co2 -166.6(4) . . . . ? O8 Co2 O5 C7 -70.6(4) 3 . . . ? O3 Co2 O5 C7 68.1(4) 2_554 . . . ? O7 Co2 O5 C7 177.4(4) 2_544 . . . ? O1 Co1 O6 P2 96.8(4) . . . . ? O1W Co1 O6 P2 -143.9(5) . . . . ? O2W Co1 O6 P2 -142.0(5) . . . . ? O2 Co1 O6 P2 -14.4(4) 4_556 . . . ? O10 C14 O9 Co3 2.7(6) . . . . ? C11 C14 O9 Co3 177.9(3) . . . . ? O12 Co3 O9 C14 -75.5(3) 4_565 . . . ? O13 Co3 O9 C14 61.3(3) 2_655 . . . ? O11 Co3 O9 C14 173.5(3) . . . . ? O12 Co3 O11 P3 -178.3(4) 4_565 . . . ? O13 Co3 O11 P3 53.6(4) 2_655 . . . ? O9 Co3 O11 P3 -65.2(4) . . . . ? Co1 O2 P1 O3 60.3(4) 4 . . . ? Co1 O2 P1 O1 -168.4(3) 4 . . . ? Co1 O2 P1 C1 -57.8(4) 4 . . . ? Co2 O3 P1 O2 -19.1(4) 2_544 . . . ? Co2 O3 P1 O1 -148.8(3) 2_544 . . . ? Co2 O3 P1 C1 95.0(4) 2_544 . . . ? Co1 O1 P1 O2 59.5(5) . . . . ? Co1 O1 P1 O3 -166.9(4) . . . . ? Co1 O1 P1 C1 -48.6(5) . . . . ? N1 C1 P1 O2 152.7(3) . . . . ? N1 C1 P1 O3 28.0(4) . . . . ? N1 C1 P1 O1 -93.3(3) . . . . ? Co2 O7 P2 O6 -154.2(3) 2_554 . . . ? Co2 O7 P2 O8 83.3(4) 2_554 . . . ? Co2 O7 P2 C8 -33.2(4) 2_554 . . . ? Co1 O6 P2 O7 -143.7(3) . . . . ? Co1 O6 P2 O8 -25.4(4) . . . . ? Co1 O6 P2 C8 96.1(4) . . . . ? Co2 O8 P2 O7 -168.3(3) 3 . . . ? Co2 O8 P2 O6 74.2(4) 3 . . . ? Co2 O8 P2 C8 -49.7(4) 3 . . . ? N2 C8 P2 O7 -110.5(4) . . . . ? N2 C8 P2 O6 7.2(5) . . . . ? N2 C8 P2 O8 132.6(4) . . . . ? Co3 O11 P3 O12 56.0(5) . . . . ? Co3 O11 P3 O13 -171.3(3) . . . . ? Co3 O11 P3 C15 -65.8(4) . . . . ? Co3 O12 P3 O11 -162.5(4) 4_566 . . . ? Co3 O12 P3 O13 66.7(5) 4_566 . . . ? Co3 O12 P3 C15 -40.1(5) 4_566 . . . ? Co3 O13 P3 O11 -150.2(4) 2_645 . . . ? Co3 O13 P3 O12 -10.0(5) 2_645 . . . ? Co3 O13 P3 C15 99.8(4) 2_645 . . . ? N3 C15 P3 O11 -95.1(5) . . . . ? N3 C15 P3 O12 130.3(5) . . . . ? N3 C15 P3 O13 15.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.400 _refine_diff_density_min -0.794 _refine_diff_density_rms 0.064 # Attachment 'Zn.cif' data_zn _database_code_depnum_ccdc_archive 'CCDC 706605' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H12 N O5 P Zn' _chemical_formula_sum 'C7 H12 N O5 P Zn' _chemical_formula_weight 286.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8620(17) _cell_length_b 9.0426(15) _cell_length_c 10.1774(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.119(3) _cell_angle_gamma 90.00 _cell_volume 955.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 523 _cell_measurement_theta_min 3.076 _cell_measurement_theta_max 18.371 _exptl_crystal_description blocky _exptl_crystal_colour colorless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.992 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 2.738 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.849 _exptl_absorpt_correction_T_max 0.896 _exptl_absorpt_process_details 'SADABS; Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4612 _diffrn_reflns_av_R_equivalents 0.0807 _diffrn_reflns_av_sigmaI/netI 0.1096 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1680 _reflns_number_gt 1216 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0007P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1680 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0816 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.15281(7) 0.10480(9) 0.34741(7) 0.0192(2) Uani 1 1 d . . . P1 P -0.01316(15) 0.3127(2) 0.16697(16) 0.0191(4) Uani 1 1 d . . . O1 O -0.0635(4) 0.2658(5) 0.2836(4) 0.0252(11) Uani 1 1 d . . . O2 O -0.1192(4) 0.3570(5) 0.0409(4) 0.0291(12) Uani 1 1 d . . . O3 O 0.0908(4) 0.4276(5) 0.2176(4) 0.0270(11) Uani 1 1 d . . . O4 O 0.6590(4) 0.1213(5) 0.2635(4) 0.0331(12) Uani 1 1 d . . . O5 O 0.6680(4) -0.0871(5) 0.3791(4) 0.0300(12) Uani 1 1 d . . . N1 N 0.2071(4) 0.1511(6) 0.1559(5) 0.0193(13) Uani 1 1 d . . . H1C H 0.2348 0.2408 0.1356 0.023 Uiso 1 1 calc R . . C1 C 0.0638(5) 0.1541(7) 0.1120(6) 0.0226(16) Uani 1 1 d . . . H1A H 0.0338 0.0651 0.1461 0.027 Uiso 1 1 calc R . . H1B H 0.0342 0.1498 0.0124 0.027 Uiso 1 1 calc R . . C2 C 0.2648(5) 0.1260(8) 0.3070(6) 0.0250(16) Uani 1 1 d . . . H2A H 0.2368 0.0311 0.3322 0.030 Uiso 1 1 calc R . . H2B H 0.2359 0.2024 0.3579 0.030 Uiso 1 1 calc R . . C3 C 0.4107(5) 0.1288(7) 0.3434(6) 0.0241(16) Uani 1 1 d . . . H3A H 0.4475 0.1124 0.4413 0.029 Uiso 1 1 calc R . . H3B H 0.4386 0.2253 0.3217 0.029 Uiso 1 1 calc R . . C4 C 0.4601(6) 0.0092(7) 0.2637(6) 0.0233(16) Uani 1 1 d . . . H4A H 0.4326 -0.0877 0.2879 0.028 Uiso 1 1 calc R . . C5 C 0.3988(6) 0.0341(8) 0.1124(6) 0.0262(17) Uani 1 1 d . . . H5A H 0.4288 0.1273 0.0860 0.031 Uiso 1 1 calc R . . H5B H 0.4250 -0.0441 0.0611 0.031 Uiso 1 1 calc R . . C6 C 0.2543(6) 0.0368(7) 0.0760(6) 0.0253(17) Uani 1 1 d . . . H6A H 0.2187 0.0569 -0.0214 0.030 Uiso 1 1 calc R . . H6B H 0.2239 -0.0598 0.0941 0.030 Uiso 1 1 calc R . . C7 C 0.6060(7) 0.0119(8) 0.3049(7) 0.0272(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0211(4) 0.0152(4) 0.0220(4) 0.0002(4) 0.0075(3) 0.0002(4) P1 0.0220(10) 0.0163(10) 0.0198(9) 0.0006(8) 0.0077(8) 0.0007(8) O1 0.038(3) 0.020(3) 0.026(3) -0.002(2) 0.021(2) -0.006(2) O2 0.030(3) 0.043(3) 0.015(2) 0.004(2) 0.007(2) 0.019(2) O3 0.031(3) 0.015(3) 0.039(3) -0.001(2) 0.016(2) -0.003(2) O4 0.021(3) 0.029(3) 0.047(3) 0.007(3) 0.006(2) 0.002(2) O5 0.027(3) 0.030(3) 0.033(3) -0.001(3) 0.009(2) 0.008(3) N1 0.019(3) 0.018(3) 0.020(3) -0.001(2) 0.003(2) 0.000(2) C1 0.018(4) 0.022(4) 0.026(4) 0.000(3) 0.004(3) 0.001(3) C2 0.025(4) 0.031(5) 0.021(4) 0.002(3) 0.009(3) 0.006(3) C3 0.025(4) 0.023(4) 0.021(3) 0.005(3) 0.002(3) 0.000(3) C4 0.021(4) 0.022(4) 0.031(4) 0.002(3) 0.013(3) 0.000(3) C5 0.024(4) 0.029(4) 0.025(4) -0.001(3) 0.007(3) 0.006(3) C6 0.028(4) 0.022(4) 0.024(4) -0.004(3) 0.006(3) -0.001(3) C7 0.031(4) 0.028(5) 0.025(4) -0.007(4) 0.013(3) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.926(4) 4_566 ? Zn1 O3 1.929(4) 2_545 ? Zn1 O1 1.962(4) . ? Zn1 O4 1.975(4) 1_455 ? P1 O2 1.504(4) . ? P1 O1 1.507(4) . ? P1 O3 1.510(4) . ? P1 C1 1.829(6) . ? O2 Zn1 1.926(4) 4_565 ? O3 Zn1 1.929(4) 2 ? O4 C7 1.277(7) . ? O4 Zn1 1.975(4) 1_655 ? O5 C7 1.235(7) . ? N1 C1 1.487(7) . ? N1 C6 1.497(7) . ? N1 C2 1.497(7) . ? N1 H1C 0.9100 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.518(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.540(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.504(8) . ? C4 C7 1.516(8) . ? C4 H4A 0.9800 . ? C5 C6 1.503(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O3 121.30(18) 4_566 2_545 ? O2 Zn1 O1 104.01(17) 4_566 . ? O3 Zn1 O1 104.26(16) 2_545 . ? O2 Zn1 O4 106.80(17) 4_566 1_455 ? O3 Zn1 O4 109.63(19) 2_545 1_455 ? O1 Zn1 O4 110.50(18) . 1_455 ? O2 P1 O1 112.5(2) . . ? O2 P1 O3 114.6(3) . . ? O1 P1 O3 109.5(2) . . ? O2 P1 C1 104.6(2) . . ? O1 P1 C1 109.0(3) . . ? O3 P1 C1 106.3(3) . . ? P1 O1 Zn1 143.0(3) . . ? P1 O2 Zn1 141.9(2) . 4_565 ? P1 O3 Zn1 139.2(3) . 2 ? C7 O4 Zn1 108.0(4) . 1_655 ? C1 N1 C6 110.2(5) . . ? C1 N1 C2 113.3(4) . . ? C6 N1 C2 110.3(5) . . ? C1 N1 H1C 107.6 . . ? C6 N1 H1C 107.6 . . ? C2 N1 H1C 107.6 . . ? N1 C1 P1 117.0(4) . . ? N1 C1 H1A 108.0 . . ? P1 C1 H1A 108.0 . . ? N1 C1 H1B 108.0 . . ? P1 C1 H1B 108.0 . . ? H1A C1 H1B 107.3 . . ? N1 C2 C3 109.9(4) . . ? N1 C2 H2A 109.7 . . ? C3 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C3 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C2 C3 C4 111.1(5) . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C7 113.1(5) . . ? C5 C4 C3 108.4(5) . . ? C7 C4 C3 109.9(5) . . ? C5 C4 H4A 108.4 . . ? C7 C4 H4A 108.4 . . ? C3 C4 H4A 108.4 . . ? C6 C5 C4 111.7(5) . . ? C6 C5 H5A 109.3 . . ? C4 C5 H5A 109.3 . . ? C6 C5 H5B 109.3 . . ? C4 C5 H5B 109.3 . . ? H5A C5 H5B 107.9 . . ? N1 C6 C5 112.2(5) . . ? N1 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? N1 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? O5 C7 O4 123.0(6) . . ? O5 C7 C4 119.7(6) . . ? O4 C7 C4 117.2(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.664 _refine_diff_density_min -0.536 _refine_diff_density_rms 0.116